$212 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, Sep 4 - Mon, Sep 8
Alaska Airlines Logo
8:00 am - 12:03 amKOA-ORD
11h 03m1 stop
Alaska Airlines Logo
3:20 pm - 10:09 pmORD-KOA
11h 49m1 stop
$465Alaska Airlines
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Fri, Sep 5 - Mon, Sep 8
Alaska Airlines Logo
1:10 pm - 7:03 amHNL-ORD
12h 53m1 stop
Alaska Airlines Logo
3:20 pm - 10:03 pmORD-HNL
11h 43m1 stop
$465Alaska Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
Delta Logo
3:25 pm - 9:55 amHNL-ORD
13h 30m1 stop
Delta Logo
8:25 am - 8:28 pmORD-HNL
17h 03m2 stops
$470Delta
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Thu, Oct 2 - Mon, Oct 6
Delta Logo
1:20 pm - 8:25 amHNL-ORD
14h 05m2 stops
Delta Logo
7:30 am - 7:20 pmORD-HNL
16h 50m1 stop
$471Delta
Find Deal
Thu, Sep 4 - Mon, Sep 8
Southwest Logo
8:30 pm - 4:25 pmKOA-MDW
14h 55m1 stop
Southwest Logo
5:15 am - 12:10 pmMDW-KOA
11h 55m1 stop
$479Southwest
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Thu, Oct 16 - Mon, Oct 20
Southwest Logo
8:05 am - 12:35 amHNL-MDW
11h 30m1 stop
Southwest Logo
9:35 pm - 10:20 amMDW-HNL
17h 45m1 stop
$479Southwest
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Thu, Aug 14 - Thu, Aug 21
 Logo
12:55 pm - 11:07 pmHNL-ORD
29h 12m1 stop
 Logo
7:00 am - 8:55 pmORD-HNL
18h 55m1 stop
Thu, Aug 14 - Thu, Aug 21
 Logo
9:15 pm - 11:07 pmHNL-ORD
20h 52m2 stops
 Logo
7:00 am - 8:55 pmORD-HNL
18h 55m1 stop
Thu, Aug 21 - Tue, Aug 26
American Airlines Logo
11:04 pm - 6:17 pmHNL-ORD
14h 13m1 stop
American Airlines Logo
3:12 pm - 9:34 pmORD-HNL
11h 22m1 stop
$523American Airlines
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Tue, Aug 19 - Sun, Aug 24
American Airlines Logo
11:04 pm - 3:54 pmHNL-ORD
11h 50m1 stop
American Airlines Logo
5:00 am - 12:22 pmORD-HNL
12h 22m1 stop
$544American Airlines
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$212
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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